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基于取代苯甲酰肼缩丙酮酸配体的二苄基锡配合物的合成、晶体结构及生物活性
引用本文:罗波,余浩田,刘梦琴,张复兴,邝代治,谭宇星,蒋伍玖. 基于取代苯甲酰肼缩丙酮酸配体的二苄基锡配合物的合成、晶体结构及生物活性[J]. 无机化学学报, 2019, 35(7): 1212-1220
作者姓名:罗波  余浩田  刘梦琴  张复兴  邝代治  谭宇星  蒋伍玖
作者单位:衡阳师范学院化学与材料科学学院功能金属有机材料湖南省普通高等学校重点实验室功能金属有机化合物湖南省重点实验室
基金项目:湖南省大学生研究性学习和创新性实验计划项目(No.cx1813),湖南省自然科学基金(No.2017JJ3003)和衡阳师范学院学科群项目(No.18XKQ01)资助
摘    要:二苄基二氯化锡分别与对甲氧基苯甲酰肼缩丙酮酸及对硝基苯甲酰肼缩丙酮酸反应,合成了2个二苄基锡配合物(C1、C2),通过元素分析、IR、~1H NMR、~(13)C NMR、~(119)Sn NMR、HRMS以及X射线单晶衍射等表征了配合物结构。测试了配合物C1、C2的热稳定性以及配合物对癌细胞H460、HepG2、MCF7的体外抑制活性;在Tris-HCl缓冲溶液中,以EB做为荧光探针,用荧光光谱法初步研究了配合物C1与小牛胸腺DNA的相互作用;并且用凝胶电泳法研究了配合物C1切割质粒DNA pBR322的能力。结果表明:配合物C1、C2对3种癌细胞都有较好的抑制作用,但是C1更优于C2;配合物C1与小牛胸腺DNA作用是插入结合作用所致,能有效的将超螺旋DNA pBR322切割成缺刻型DNA。

关 键 词:有机锡配合物  酰腙  合成  晶体结构  生物活性
收稿时间:2019-02-23
修稿时间:2019-04-23

Syntheses, Crystal Structures and Biological Activity of Dibenzyltin Complexes Based on Substituted Benzoyl Hydrazine-Pyruvic Acid
LUO Bo,YU Hao-Tian,LIU Meng-Qin,ZHANG Fu-Xing,KUANG Dai-Zhi,TAN Yu-Xing and JIANG Wu-Jiu. Syntheses, Crystal Structures and Biological Activity of Dibenzyltin Complexes Based on Substituted Benzoyl Hydrazine-Pyruvic Acid[J]. Chinese Journal of Inorganic Chemistry, 2019, 35(7): 1212-1220
Authors:LUO Bo  YU Hao-Tian  LIU Meng-Qin  ZHANG Fu-Xing  KUANG Dai-Zhi  TAN Yu-Xing  JIANG Wu-Jiu
Affiliation:Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China,Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China and Key Laboratory of Functional Metal-Organic Compounds of Hunan Province, Key Laboratory of Functional Organometallic Materials, University of Hunan Province, College of Chemistry and Material Science, Hengyang Normal University, Hengyang, Hunan 421008, China
Abstract:Two benzyltin complexes has been synthesized via the reaction of substituted benzoyl hydrazine-pyruvic acid with dibenzyltin dichloride. The complexes C1 and C2 have been characterized by IR, 1H NMR, 13C NMR 119Sn NMR spectra, elemental analysis, HRMS and the crystal structures have been determined by X-ray diffraction. Crystallographic data show that C1 forms a one-dimensional chain structure, C2 is a centrosymmetric dimer, and there is a Sn2O2 four-membered ring in the middle of the molecule. In vitro antitumor activities of both complexes were evaluated by MTT against three human cancer cell lines (H460, HepG2, MCF7). The interaction between complex C1 and calf thymus DNA were studied by EB fluorescent probe, and the ability of complex C1 to cleave plasmid DNA pBR322 was investigated by gel electrophoresis. The results show that the complexes C1 and C2 have good inhibitory effects on three kinds of cancer cells, but C1 is better than C2. The interaction of C1 with calf thymus DNA are intercalation, and it can effectively cleave DNA pBR322.
Keywords:organotin complex  hydrazone  synthesis  crystal structure  biological activity
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